Location: Sarasota
Do Not Show Listings
1743 8TH STREET, SARASOTA, FL 34236
$750,00053 Days on yellowkey MLS ID: A4695550
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1925 Tax: $7,391 (2025)Community: SchindlersSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,391
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2000, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
8294 GRANDE SHORES DR, SARASOTA, FL 34240
$999,90059 Days on yellowkey MLS ID: A4694938
REDUCED by $59,100 (5.6%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2794 Built: 2022Monthly Fee: $136 Tax: $15,748 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$15,748
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Major Price Improvement! Modern sophistication meets Lakehouse Cove living in this beautifully customized, design-forward three-bedroom plus den Outrigger plan, offering a rare contemporary aesthetic in one of Waterside's most sought-after neighborhoods. Thoughtfully finished with clean lines, dramatic accents, and elegant designer details this home is ideal for buyers seeking something distinctive. The kitchen makes a striking statement with 3-inch quartzite countertops, a waterfall island with LED accent lighting, cooktop, wall ovens, and an indoor/outdoor serving bar. The great room features 48"x48" tile flooring, tray ceilings, surround sound, and a sleek feature wall with built-in fireplace, TV and black granite surround. The bright and spacious primary suite offers a peaceful retreat overlooking beautiful pond and landscape views, with a generous walk-in closet, dual vanities, and a large walk-in shower. Two additional bedrooms each offer walk-in closets, while the centrally located den with custom barn door provides the perfect space for a home office or media room. Outdoor living is equally inviting with a large covered lanai overlooking the pond and lush landscaping - perfect for entertaining or relaxing in privacy. Additional highlights include a 3-car garage and a large private backyard. Enjoy the exceptional lifestyle of Lakehouse Cove, with its resort-style amenities and access to Waterside Place, UTC & Downtown Sarasota. A unique opportunity for the buyer who appreciates contemporary elegance in a premier Lakewood Ranch location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
4322 PASADENA CT, SARASOTA, FL 34233
$510,00067 Days on yellowkey MLS ID: A4694489
REDUCED by $15,000 (2.9%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2237 Built: 1983 Tax: $2,564 (2025)Community: Forest Lakes SouthSingle Family
Taxes:$2,564
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: $15,000 Price Reduction - Fabulous highly desirable location west of 75 and in top notch school district! This is a very spacious home, loved by the original owner and very well maintained. Very comfortable great room and separate formal living - additional space for privacy and relaxation. Three oversized bedrooms, two bedrooms of which are located at the rear of the property and with easy pocket door, can be closed off to main area of home. Separate interior laundry room with mud sink. Spacious kitchen with lots of cabinets and plenty of counter space, overlooking dining area and beautiful park like view. Owner upgraded and added on a 31x16 covered and screened lanai in the rear of the home. Lovely cul-de-sac location, perfect for little ones learning to ride their first bicycles out of busy traffic. Literally two minutes to grocery stores, multiple choices for dining nearby and a mere 5 miles to downtown Sarasota and 6 miles to the beautiful sugar sand beaches of Siesta Key. It's tough to beat this location - so get in now and make the home yours. Located within the Wilkinson, Sarasota Middle and Riverview High boundaries - and Pine View School for the Gifted.
Listing Agent: Kimberlie Macdonald (941-928-1953)
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00069 Days on yellowkey MLS ID: A4694064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1977 Tax: $3,452 (2025)Community: Woodmans ChartVilla
Taxes:$3,452
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
350 S SHORE DR, SARASOTA, FL 34234
$7,480,00072 Days on yellowkey MLS ID: A4693355
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5099 Built: 1996 Tax: $39,074 (2026)Community: Sapphire Shores ResubSpa: YesSingle Family
Taxes:$39,074
Tax Year: 2026
Remarks: Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brandy Sheldon (941-724-0469)
6660 SCHOONER BAY CIR #6660, SARASOTA, FL 34231
$675,00073 Days on yellowkey MLS ID: A4692279
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2232 Built: 1989Monthly Fee: $850 Tax: $7,943 (2025)Community: Schooner BayCondo
Taxes:$7,943
Remarks: Experience the best of Florida waterfront living in this beautifully updated turnkey furnished 3-bedroom, 2-bath condo situated on a peaceful canal with direct boating access to Sarasota Bay. This light-filled residence offers an open-concept layout, vaulted ceilings and everything you need to move right in and start enjoying the lifestyle. Step outside to your private boat slip and lift, making it effortless to spend the day cruising the bay, exploring nearby waterfront restaurants, or heading out to the Gulf. Inside, the spacious living and dining areas flow seamlessly to a enclosed lanai where you can relax and take in tranquil water views. The well-appointed kitchen features ample cabinetry and counter space, while the primary suite offers water views, generous closet space, and an en-suite bath. The split bedroom floor plan provides plenty of room for guests, family, or a home office. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this exceptional canal-front condo combines comfort, convenience, and easy access to Sarasota Bay in one perfect package. This condo is located in a quiet gated community of only 36 units close to all conveniences. This second and top floor spacious unit has the largest floor plan and feels more like a single family home, vaulted ceilings and an open floor plan with split bedrooms. It's a short walk over the bridge to Siesta Key beaches. Quick access to the intercoastal and bay by boat, no bridges to navigate, makes it easy to go to the many waterfront restaurants. The huge primary ensuite overlooks the canal and has a walk in shower/closet, dual sinks, king bed, separate tub and WC. The detached 2 car garage has a separate AC unit. Seller had the 6000 lb lift refurbished in 2023. New roof in 2023. The air ducts and dryer vent were cleaned in January 2024. The condo is only steps from the heated pool. It's a 10 minute drive to downtown Sarasota. Walk or bike to the world famous Siesta Key Beach or take a trolley. You are within a mile of every convenience you can think of. This community is a hidden gem. All offers must provide proof of funds or pre-approval with offer.
Listing Agent: Deborah Huffman (570-419-1116)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$679,00081 Days on yellowkey MLS ID: A4691686
REDUCED by $11,000 (1.6%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT!!! Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
9330 CLUBSIDE CIR #3202, SARASOTA, FL 34238
$275,00086 Days on yellowkey MLS ID: A4692256
REDUCED by $10,000 (3.5%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $605 Tax: $2,785 (2025)Community: Stoneybrook Clubside 3Condo
Taxes:$2,785
Remarks: lovely and updated, turn-key furnished condominium with excellent third fairway and lake views. It's your ideal Sarasota getaway! Upgraded luxury vinyl flooring throughout the living spaces and tile floors in the kitchen and baths, neutral décor and paint throughout and plantation shutters. Updated kitchen with quartz counters, recently updated AC. Covered parking and storage space. Suitable for a vacation rental property or personal winter residence. Stoneybrook of Sarasota. a premier member-owned country club. is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18-hole golf course in 2024 and fully paid for by the owner, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,00094 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
High School: Pine View School
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
10187 MILKY WAY CIR, SARASOTA, FL 34241
$885,00095 Days on yellowkey MLS ID: A4690808
REDUCED by $15,000 (1.7%) on 07/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3525 Built: 2022Monthly Fee: $251 Tax: $11,066 (2025)Community: Skye Ranch Neighborhood Four North Phase 1Single Family
Taxes:$11,066
Elementary School: Lakeview Elementary
Remarks: Welcome to 10187 Milky Way, located in the highly sought-after Skye Ranch community, where charm, space, and thoughtful design come together on a private preserve lot. This home exudes character from the moment you step inside, featuring both a dedicated office with elegant French doors and a versatile bonus room located right off the entryway. The bonus room offers the flexibility to easily convert into a downstairs bedroom, making it ideal for guests or multi-generational living. The heart of the home is the beautifully designed kitchen, complete with a farmhouse sink, a gas cooktop with matching GE Cafe series appliances throughout, and an open layout that flows seamlessly into the living room. Here, you’ll find a cozy fireplace that adds warmth and style, creating the perfect space for entertaining or relaxing. Just off the garage, a functional mudroom adds everyday convenience and organization. Step outside to your private backyard oasis, already equipped with a fire pit and offering plenty of room to build your dream pool all while enjoying peaceful preserve views. Upstairs, a spacious loft provides additional living space, perfect for a media room, playroom, or second family area. The primary suite is a true retreat, featuring a private balcony, two walk-in closets, and a luxurious ensuite bath with a soaking tub and a rain shower. Three additional bedrooms are also upstairs, including a Jack-and-Jill bathroom between two of them, resulting in three full bathrooms on the second level. As a resident of Skye Ranch, you’ll enjoy access to resort-style amenities including a clubhouse, fitness center, pools, tennis and pickleball courts, scenic trails, and parks offering a true Florida lifestyle centered around comfort, community, and outdoor living. This Skye Ranch home blends functionality, flexibility, and distinctive style offering the perfect setting for both everyday living and entertaining.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,199,000107 Days on yellowkey MLS ID: A4689563
REDUCED by $296,000 (6.6%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing Agent: Roger Pettingell (941-387-1840)
7221 SUTTON LN, SARASOTA, FL 34240
$545,000112 Days on yellowkey MLS ID: A4688964
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1757 Built: 2024Monthly Fee: $264 Tax: $7,433 (2025)Community: Emerald Lndg/WatersideTownhouse
Taxes:$7,433
Remarks: Better than new and beautifully upgraded, this stunning townhouse offers the perfect blend of style, comfort, and location. Featuring wide-open living spaces and sophisticated designer finishes throughout, this home is truly moved-in ready. The gourmet kitchen is the heart of the home, showcasing elegant quartz countertops, solid wood white cabinetry, stainless steel appliances, and a butler’s pantry complete with a wine refrigerator. Beachwood laminate flooring flows throughout the main living areas, complemented by custom wood accent walls that add warmth and character. The two and a half garage is fully finished and thoughtfully designed with custom built-in cabinets and benches for added storage and functionality. Upstairs, the spacious Owner’s Retreat features an expansive and natural light walk-in closet and a spa-inspired bathroom with a luxurious Super Shower. A versatile loft and two additional bedrooms with walking closets provide flexible space for guests. Emera Landing offers resort-style living with amenities including a lakeside pool, fire pit, pickleball courts, and a waterfront dog park. Ideally located near the vibrant Waterside Place in Lakewood Ranch, you’ll love morning walks by the water, coffee at local cafés, boutique shopping, and year-round events; all just minutes from your doorstep.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
7087 TAMWORTH PKWY, SARASOTA, FL 34241
$930,000126 Days on yellowkey MLS ID: A4687007
2 Days Off yellowkey (back on 7/13/2026)
REDUCED by $10,000 (1.1%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2797 Built: 2018Monthly Fee: $163 Tax: $9,330 (2025)Community: Waverley SubSpa: NoSingle Family
Taxes:$9,330
Remarks: Under contract-accepting backup offers. Nestled within the sought-after gated community of Waverley, this immaculate 4-bedroom + den, 3-bath, 3-car garage residence is the definition of move-in ready. From the moment you arrive, a beautifully paved walkway leads you to the front entry, where a covered patio invites you to pause and take it all in. Inside, every room impresses with generous proportions and refined finishes, including soaring tray ceilings in both the living room and primary suite. The primary bedroom is a true retreat, featuring a spa-inspired en-suite with a double shower and an oversized walk-in closet. The chef's kitchen delivers wide-open prep space, a spacious pantry, and the added convenience of a whole-home reverse osmosis water system. Thoughtful upgrades are found at every turn, a built-in drying rack in the dedicated laundry room, a custom wet room off the garage for easy shoe removal, and rich large-format tile flooring throughout. The extended lanai is an entertainer's dream, already plumbed with a sink and electric hookup for a future outdoor kitchen. Step outside to your heated pool, complete with a child safety fence for peace of mind. The home is outfitted with hurricane shutters plus electric drop-down shutters protecting the front entry and rear lanai. Smart home features include Wi-Fi-enabled thermostat, security security system with exterior cameras, a zoned irrigation system, and pre-wired sound system infrastructure. Plantation shutters adorn every window, providing style and privacy in equal measure. Located minutes from top-rated schools, premier shopping, and a vibrant restaurant scene, this exceptional home checks every box, and then some.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
8232 SUMMER NIGHT RD, SARASOTA, FL 34241
$1,950,000131 Days on yellowkey MLS ID: A4686481
REDUCED by $40,000 (2.0%) on 06/17/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4541 Built: 2020Monthly Fee: $220 Tax: $17,992 (2025)Community: Skye RanchSpa: YesSingle Family
Taxes:$17,992
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: A showcase of craftsmanship, design, and lifestyle, this former builder model in Cassia at Skye Ranch represents one of the community’s most distinguished opportunities. Positioned on a private preserve homesite, this 4 bedroom, 4.5 bath residence offers 4,541 square feet of thoughtfully designed living space with soaring ceilings, crown molding, professionally designed custom wall treatments, and exceptional designer finishes throughout. The great room is anchored by custom built-ins and a fireplace, while the chef’s kitchen features an oversized island, built-in ovens, illuminated cabinetry, premium appliances, and a spacious walk-in pantry. The main level includes a private study, formal dining area, two en suite guest bedrooms, and a luxurious owner’s retreat with lanai access, dual custom closets, and a spa inspired bath with an oversized dual entry shower. Upstairs, a spacious game room with wet bar and full bath offers flexible space for guests, recreation, or multi generational living. Pocketing sliders open to a resort style outdoor retreat featuring a covered lanai, summer kitchen, pool, spa, and tranquil preserve views. Premium upgrades include impact windows and doors, motorized shades, integrated smart home technology, whole home audio, three zone HVAC, whole home surge protection, an on demand tankless water heater, tile roof, paver driveway, designer lighting, custom closet systems, and an oversized three car garage. Residents enjoy access to Skye Ranch’s resort style amenities, parks, trails, and recreational facilities, all just minutes from top rated schools, Waterside Place, downtown Sarasota, and world renowned Siesta Key Beach. One of the finest homes offered within Cassia at Skye Ranch, this exceptional residence delivers a level of design, privacy, and lifestyle rarely found in today’s market.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Irma Scherer (941-279-3630)
3715 SHARONDALE DR, SARASOTA, FL 34232
$425,000141 Days on yellowkey MLS ID: A4685371
REDUCED by $25,000 (5.6%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1965 Tax: $2,928 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$2,928
Elementary School: Brentwood Elementary
Remarks: BRAND NEW ROOF! NO DEED RESTRICTIONS and NO HOA! AWESOME Remodel in the HEART of SARASOTA COUNTY. Outstanding 3 Bedroom, 2 Bath, PLUS a Den. Bring your BOAT, RV, MOTORCYCLE, WORK TRUCK, TRAILER. Ample parking with a ONE Car Garage and a fenced in back yard for ALL your animals. Minutes from I-75 and the Gorgeous Siesta Key Beach! Call now for your private appointment.
Listing is courtesy of: MORTON REALTY LLC (941-373-0900)
Listing Agent: Kimberly Quintenz, Pllc (941-232-9166)
4360 CAMINO MADERA, SARASOTA, FL 34238
$538,000187 Days on yellowkey MLS ID: A4676568
REDUCED by $40,000 (6.9%) on 07/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3014 Built: 1988Monthly Fee: $833 Tax: $3,975 (2025)Community: PrestanciaSingle Family
Taxes:$3,975
Elementary School: Gulf Gate Elementary
Remarks: RECENTLY REDUCED AND READY FOR YOU! This stunning 3 bedroom, 2.5 bath home located in the Villa Palmeras section of Prestancia features unique water and golf course views that unfold throughout the home. From the moment you enter, the soaring great room creates an unforgettable first impression with natural light pouring in. Seamless indoor-outdoor living awaits as sliding doors open to the screened-in lanai, perfect for morning coffee or sunset gatherings overlooking the shimmering water, the 15th tee, and even an active Bald Eagle’s nest! The property is in pristine condition, maintenance-free, and just 50 yards from the community pool. If you seek a carefree Florida lifestyle, look no further. Situated in Palmer Ranch, you are close to everything – shopping, golf, tennis, restaurants, beaches and the interstate. Enjoy all the area has to offer, then return to relax in this beautiful home with true wow factor.
Listing Agent: Steve Abbe (941-400-3969)
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,395,000238 Days on yellowkey MLS ID: A4673505
REDUCED by $100,000 (4.0%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Taxes:$23,612
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to Downtown Sarasota luxury living at its finest. Perfectly positioned in the highly sought-after Laurel Park neighborhood and Southside Elementary school district, just steps from Historic Burns Court, Marie Selby Botanical Gardens, Bayfront Park, Marina Jack, and only minutes to Lido Beach and St. Armands Circle, this custom-built 2024 coastal modern residence offers an exceptional blend of sophistication, comfort, and walkable downtown convenience. Designed for those who value effortless entertaining and an active Sarasota lifestyle, this meticulously constructed two-story residence spans 2,754 square feet and features four bedrooms, three and a half baths, a heated saltwater pool, outdoor kitchen, and thoughtfully curated designer finishes throughout. The heart of the home showcases an expansive open-concept living space centered around a chef's kitchen appointed with premium Thermador stainless appliances, gas cooking, built-in coffee and beverage center, oversized island seating for seven, walk-in pantry, dedicated ice maker, dual wine refrigeration accommodating over 200 bottles, and seamless indoor-outdoor flow ideal for entertaining. Step outside into a private resort-inspired setting where textured stucco privacy walls frame a heated saltwater pool with waterfall feature, fountains, ambient lighting, covered entertaining spaces, outdoor kitchen, pool bath, and outdoor shower. Constructed entirely of concrete block and engineered for peace of mind with CAT 5 hurricane windows, metal roof construction, whole-house Generac generator, water filtration systems, and exceptional finish quality throughout. The second level owner's retreat creates a private sanctuary with spacious walk-in closet and spa-inspired bath, while two guest suites share a beautifully appointed Jack-and-Jill bath. A first-floor bedroom with adjacent full bath offers flexibility for guests, office, fitness, or multigenerational living. Additional features include marble exterior decking, porcelain tile balconies, epoxy garage flooring, irrigation system, quartz surfaces throughout, and premium construction rarely found in downtown Sarasota. Leave the car behind and experience Sarasota the way it was meant to be lived — morning walks to Selby Gardens, evenings in Burns Court, waterfront sunsets along Bayfront Park, and effortless access to world-renowned beaches. Luxury. Lifestyle. Location. 1659 Devonshire Lane delivers all three. Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
3386 CHELMSFORD CT #7, SARASOTA, FL 34235
$334,90026 Days on yellowkey MLS ID: A4698377
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,525 (2025)Community: Chelmsford CloseVilla
Taxes:$2,525
Remarks: BEST VALUE in The Meadows for a 2/2/2 villa! This wonderfully situated villa with a fabulous golf course and water view is your chance to apply your decorating ideas to create a truly stand-out property. Enter your private courtyard through the iron gate and step into your villa through the 6ft wide hallway. The 10 foot ceilings are capped with classic crown molding and picture molding. Enjoy the view and fresh air with your morning coffee or favorite refreshment on the lanai. The master suite will pamper you with a dressing/makeup area, walk-in closet, walk-in shower and direct access to the lanai. Storm protection is provided by the electrically operated shutters and steel-reinforced garage door. Chelmsford Close is one of the most recently constructed communities in The Meadows- you’ll find no popcorn ceilings, or cast iron plumbing, and the property is outside of the flood zones. The villa is of solid block construction capped with barrel tile roofs and the very reasonable condo fees cover ALL exterior maintenance, and even include high speed Fiber-Optic internet service. The Meadows offers numerous recreational activities, including 16 miles of walking/biking trails, 3 Golf courses, tennis and pickleball courts, a fitness center and even a dog park. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping- you’re literally a 5 minute walk to Benderson Park and just 2 miles from the mall at University Town Center. THIS is the Sarasota lifestyle!
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Hal Poschmann (941-284-4315)
3685 SQUARE WEST LN #28, SARASOTA, FL 34238
$465,000178 Days on yellowkey MLS ID: A4680387
REDUCED by $30,000 (6.1%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2741 Built: 2005 Tax: $4,290 (2025)Community: Palmer Square WestCondo
Taxes:$4,290
Remarks: Move-in now, this well-maintained and beautifully designed, 2,700 sq. ft. condo is ready for immediate occupancy. This spacious 3-bedroom elevated condo lives like a single-family home, featuring high ceilings and open floor plan throughout. The living and dining areas flow seamlessly into the family room and breakfast area; all centered around an open kitchen that is easily accessible. The generously sized primary suite offers tray ceilings and large sitting area with serene park-like views. Oversized, multiple closets provide 11 ft. of double-hanging space, multiple shelving levels, plus separate shoe closet. The primary bath includes a water closet, step-in tub, separate shower, and dual sinks. The spacious guest suite features its own private bath and walk-in closet, offering comfort and privacy for visitors. The third bedroom is an option for a home office, providing flexible living space to suit a variety of needs. Ground level features an oversized garage with 11 ft. of linear storage, workroom with workbench, refrigerator, additional storage and direct elevator access. The garage is also equipped with 220V service for electric vehicle charging. Enjoy true indoor-outdoor living on the 19 ft. screened lanai, relax on the porch swing while overlooking the tranquil pond with fountain and lush landscaping. The Square West community amenities include a pavilion for social gatherings, pool and spa, making this well-maintained neighborhood a peaceful and enjoyable place to call home. Conveniently located across from the newly revamped Sarasota Square with Whole Foods and Trader Joe’s, plus an assortment of soon to be new fine shops, coffee cafes and an assortment of dining options.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
15750 WILSON RD, SARASOTA, FL 34240
$997,99998 Days on yellowkey MLS ID: A4690434
REDUCED by $1 (0.0%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1536 Built: 1979 Tax: $1,936 (2025)Community: SarasotaSingle Family
Taxes:$1,936
Remarks: opportunity to own Old Florida homestead land 2 dwellings. This property reflects the character of Florida's early agricultural roots. oak Hammocks, Equestrian use, farming or future investment. Enjoy the privacy and natural beauty. The large metal building measures at 50x80 2 bays and a 10,000 lb lift. Charming 2/2 apartment with spiral staircase. The walls are meticulously done in barn side wood. 16' ceiling. NO DEED RESTRICTIONS and NO HOA and NO flood zone x. Bring your horses 3 stall barn. this over 10-acre property in old Myakka is a rare find. Bring all your toys and critters. Just imagine ending your day with the sunset over your land, The quiet around you. This isn't just a property. It's a lifestyle waiting for you.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Barbara Smith (941-879-3540)
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